Grundinformationen
- Standard-SMILES
CC(C(=O)O)C(=O)O- InChIKey
ZIYVHBGGAOATLY-UHFFFAOYSA-N- Summenformel
- C4H6O4
- Durchschnittliche Molmasse
- 118,09 g/mol
- Monoisotopische Masse
- 118,02660867
Namen und Bezeichner
- Bevorzugter Name
- Methylmalonic Acid
- IUPAC
- 2-methylpropanedioic acid
- Lokaler Name
- Methylmalonsaeure
- Englischer Name
- 2-Methylpropanedioic acid
- Summenformel
- C4H6O4
- Molmasse
- 118.09
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
1215348-94-9、516-05-2- PubChem CID
- 487
- DTXSID
DTXSID00199549- ChEMBL
CHEMBL1232416- ChEBI
CHEBI:30860- UNII
- 8LL8S712J7
- EC Number
- 208-219-5、693-939-6
- Nikkaji
- J6.302I
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,1
- Polarare Oberfläche (TPSA)
- 74,6 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 8
- Formalladung
- 0
- Komplexität
- 103
Experimentelle und physikochemische Eigenschaften
Solubility
679000
679.0 mg/mL
Melting Point
135
135 °C
Physikochemische Eigenschaften
- Schmelzpunkt
- 128 · 128-130 °C (lit.)
- Siedepunkt
- 272.71 °C · 272.71°C (rough estimate)
- Dichte
- 1.45 · 1.45
- Brechungsindex
- 1.4304 · 1.4304 (estimate)
- Flammpunkt
- 2 ℃ · 2℃
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly)
- Aggregatzustand
- Crystalline Powder
- pka
- 3.07 · 3.07, 5.76(at 25℃)
- Farbe
- White
- Wichte
- 1.455 · 1.455
- PH
- 3.23 · 3.23(1 mM solution);2.6(10 mM solution);2.05(100 mM solution)
- Wasserlöslichkeit
- soluble
- BRN
- 1756084 · 1756084
- InChI
- 1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)
- InChIKey
- ZIYVHBGGAOATLY-UHFFFAOYSA-N
- SMILES
- CC(C(O)=O)C(O)=O
- CAS Datenbank
- 516 · 516-05-2(CAS DataBase Reference)
- NIST chemische Informationen
- Methylmalonic acid(516-05-2)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 5.4% (3 of 56) of reports.
Warning
H315 (94.6%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (94.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (92.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 56 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 3 of 56 reports by companies.;There are 5 notifications provided by 53 of 56 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Hazard Classes and Categories
Skin Irrit. 2 (94.6%);Eye Irrit. 2 (94.6%);STOT SE 3 (92.9%)
Skin Irrit. 2 (100%);Eye Irrit. 2 (100%);STOT SE 3 (100%)
Toxikologische Informationen
Health Effects
Chronically high levels of methylmalonic acid are associated with at least 5 inborn errors of metabolism including: Malonyl CoA decarboxylase deficiency, Malonic Aciduria, Methylmalonate Semialdehyde Dehydrogenase Deficiency, Methylmalonic Aciduria and Methylmalonic Aciduria Due to Cobalamin-Related Disorders.
Toxicity Summary
Methylmalonic acid is a vital intermediate in the metabolism of fat and protein. Abnormalities in methylmalonic acid metabolism lead to methylmalonic aciduria. This metabolic disease is attributed to a block in the enzymatic conversion of methylmalonyl CoA to succinyl CoA. Accumulation of Methylmalonic acid in the body has been shown to be toxic.
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 1648 3 / PGII
- hs_code
- 29171900
- RTECS-Nr.
- OO1400000
- risk_code
- 36/37/38-36-20/21/22-11
- hazard_code
- Xi,Xn,F
- safety_code
- 26-36/37-16
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Pharmakologische Informationen
Metabolite Pathways
2-Methyl-3-Hydroxybutryl CoA Dehydrogenase Deficiency;3-Hydroxy-3-Methylglutaryl-CoA Lyase Deficiency;3-hydroxyisobutyric acid dehydrogenase deficiency;3-hydroxyisobutyric aciduria;3-Methylcrotonyl Coa Carboxylase Deficiency Type I;3-Methylglutaconic Aciduria Type I;3-Methylglutaconic Aciduria Type III;3-Methylglutaconic Aciduria Type IV;Beta-Ketothiolase Deficiency;Isobutyryl-coa dehydrogenase deficiency;Total 22 pathways, visit the HMDB page for details
Verwendung und Herstellung
Anwendungen
Verwenden2-Methylpropanedioic acid binds with coenzyme A to form methylmalonyl-CoA, also a metabolic intermediate transformed to succinic acid (SA) by a vitamin B12-dependent catalytic step, and is broadly used as a clinical biomarker of functional vitamin B12 status.
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Ergänzende Hinweise
DefinitionChEBI: Methylmalonic acid is a dicarboxylic acid that is malonic acid in which one of the methylene hydrogens is substituted by a methyl group. It has a role as a human metabolite. It is functionally related to a malonic acid. It is a conjugate acid of a methylmalonate(1-).
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